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Little Big Man was Crazy Horse's lieutenant and threatened to kill the U.S. government commissioners negotiating with the Sioux for control of the Black Hills in the late 1860s. However, after surrendering along with Crazy Horse in the late 1870s he decided to switch allegiance and was even suspected of being directly involved with Crazy Horse's death by assisting in pinning his arms as soldiers killed him with bayonets in 1877.

It was said the Little Big Man was crafty but with considerable ability and presence while being a recognized trouble maker. Crazy Horse's last words, uttered to Little Big Man and others after he was bayoneted by a soldier, were "Let me go my friends. You have got me hurt enough."[2]